Find Historic Hotels in Historic Downtown Kissimmee, FL

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Pick from 22 Historic Downtown Kissimmee Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Days Inn by Wyndham Kissimmee West
2.5 star property
5.8 out of 10, (1010)
"Not bad but needs so upkeep, latch lock on broken, bathroom door wouldn't close"
The price is AED 275
AED 313 total
includes taxes & fees
24 Nov - 25 Nov
Days Inn by Wyndham Kissimmee West
Kapp and Kappy B&B
3.5 star property
9.8 out of 10, Exceptional, (102)
"We loved the attention to details. Excellent breakfast (organic eggs and avocado picked from the backyard). Love the art, the many butterflies in the garden, quiet place and the nice conversation in the morning with the owners, between others."
The price is AED 614
AED 697 total
includes taxes & fees
24 Nov - 25 Nov
Kapp and Kappy B&B
Park Royal Orlando
2.5 star property
7.8 out of 10, Good, (1000)
"Property was clean, but the door on my room was strange and had to be forced to close all the way. "
The price is AED 295
AED 326 total
includes taxes & fees
5 Dec - 6 Dec
Park Royal Orlando
Home 1 Suites Extended Stay - Kissimmee
2.5 star property
6.8 out of 10, (1004)
"Upon arrival I checked in and was given the wrong room type. We reserved a king size bed and were given 2 doubles. I went back to reception and was told "it came across as a double and we dont have any king rooms available. I can refund your money or you can keep the double room" The woman was very nice, she was obviously in a bad position It's a Friday evening at 8pm. I wont be able to find something affordable and safe at this hour. While i was trying to contact my BF to see what he wanted...
The price is AED 203
AED 230 total
includes taxes & fees
18 Dec - 19 Dec
Home 1 Suites Extended Stay - Kissimmee
Ambassador Inn
2.0 star property
4.4 out of 10, (767)
"Filthy carpet, but they had rooms during hurricane. We were desperate. Man was very nice. But rug was filthy, roaches (I know it is Florida, but still...) I would not recommend unless you have low standards."
The price is AED 167
AED 267 total
includes taxes & fees
15 Dec - 16 Dec
Ambassador Inn
Ramada by Wyndham Kissimmee Hotel
2.5 star property
5.6 out of 10, (999)
"Do not stay here terrible service we moved rooms three times first they provided a room with lots of mold on the sheets ceiling and smelled bad. At that point I thought I would sleep in my van rather then sleeping there. They moved us to another room and air conditioner didn’t work then they moved us to another room and card system didn’t work leak in ceiling as well. After 5 days they only cleaned room once. Also did not provide toilet paper or clean towels. Do not stay here!,,"
Ramada by Wyndham Kissimmee Hotel
Super 8 by Wyndham Kissimmee
2.5 star property
6.0 out of 10, (1000)
"One of our rooms smelled like people had been smoking in it and both rooms had roaches in them. The A/C didn’t work the best"
Super 8 by Wyndham Kissimmee
Budget Inn East
2.0 star property
7.8 out of 10, Good, (181)
"Joe was nice and the whole family was nice "
Budget Inn East
Flamingo Inn
2.5 star property
5.0 out of 10, (96)
"Okay stay, always nice people. The hotel is good for the price."
Flamingo Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What should a history buff expect from a stay in Historic Downtown Kissimmee?
You’re already probably planning a visit to historical sites during your vacation in Historic Downtown Kissimmee. While you’re visiting, check out the festivals and entertainment venues. You can also take time at the popular shops.
How many historically relevant hotels are there in Historic Downtown Kissimmee?
In Historic Downtown Kissimmee, you’ll find 80 hotels and other accommodations bookable on Expedia but not many designated as historic hotels.
What are the most important historical sites and other places to visit in Historic Downtown Kissimmee?
Favorite places to visit include Kissimmee Lakefront Park, Osceola County Clerk of the Court, and Lake Tohopekaliga. Additionally, in the area you’ll find Disney Springs™ and Epcot®.
What is a historic hotel like in Historic Downtown Kissimmee?
Guests who choose historic hotels have a chance to stay in a building that has been officially recognized with a national historic designation. Historic hotels throughout the world have had many former lives and uses, such as castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers. These types of hotels in Historic Downtown Kissimmee often retain original characteristics like traditional architecture and period features in their communal spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. “Historic hotel” is more commonly used in the U.S., while “heritage hotel” is often used in Asia and Europe. Historic hotels tend to put more importance on the building and architecture itself. Heritage hotels draw their meaning mainly from the place’s cultural value and how it shaped the community.
Do historic hotels in Historic Downtown Kissimmee have modern facilities?
Yes. Every effort is made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Guests should expect the popular amenities from a contemporary hotel such as private rooms with updated bathroom facilities, WiFi, and more. In Historic Downtown Kissimmee, booking a historic hotel doesn’t mean you will stay in a place that’s uncomfortable for guests or rundown.